2-Methyl-N'-(3,4,5-trimethoxybenzylidene)imidazo[1,2-a]pyridine-3-carbohydrazide

ID: ALA3310310

PubChem CID: 118706418

Max Phase: Preclinical

Molecular Formula: C19H20N4O4

Molecular Weight: 368.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(/C=N/NC(=O)c2c(C)nc3ccccn23)cc(OC)c1OC

Standard InChI:  InChI=1S/C19H20N4O4/c1-12-17(23-8-6-5-7-16(23)21-12)19(24)22-20-11-13-9-14(25-2)18(27-4)15(10-13)26-3/h5-11H,1-4H3,(H,22,24)/b20-11+

Standard InChI Key:  YUJKRRMBAXBTAX-RGVLZGJSSA-N

Molfile:  

     RDKit          2D

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   10.7439   -3.0031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9575   -2.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3741   -1.6228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5772   -1.8364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3637   -2.6333    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5725   -3.9517    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7577   -3.8226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6286   -3.0078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8935   -2.6333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8503   -1.8094    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1790   -3.0458    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4646   -2.6333    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7501   -3.0458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0356   -2.6333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3212   -3.0458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.6067   -1.8083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3212   -1.3958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0356   -1.8083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3212   -0.5708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6067   -0.1583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8922   -1.3958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1777   -1.8083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8922   -3.0458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1777   -2.6333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1743   -4.4060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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  9 10  1  0
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  8 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3310310

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 368.39

Molecular Weight (Monoisotopic): 368.1485

AlogP: 2.43

#Rotatable Bonds: 6

Polar Surface Area: 86.45

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.79

CX Basic pKa: 4.32

CX LogP: 1.33

CX LogD: 1.33

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.53

Np Likeness Score: -1.76

References

1. Samala G, Nallangi R, Devi PB, Saxena S, Yadav R, Sridevi JP, Yogeeswari P, Sriram D..  (2014)  Identification and development of 2-methylimidazo[1,2-a]pyridine-3-carboxamides as Mycobacterium tuberculosis pantothenate synthetase inhibitors.,  22  (15): [PMID:24953948] [10.1016/j.bmc.2014.05.038]

Source

Source(1):

• Scientific Literature